I confronted the tenant about why she had her bank pull back the transfer and during our heated conversation she claimed her bank gave her the option to pull back ALL of her transactions which would have been the deposit and 3 months rents!

After vetting both and looking at their financials it was an easy victory.  

I have 2 questions.1) Should I pursue this in small claims court or engage an attorney.2) Do I pursue the late rent amount each month or pursue the entire amount after the lease ends at the end of May or when a new tenant moves in whichever occurs first.

I navigated thru the Kansas court systems website and filed my claim as a creditor along with attaching my supporting docs.

Offering keys for cash is tricky, If you do, make terms short, like 3 days out and I'll give you $500 cash,, not out on 3rd day, file.. be ready with new locks and have him sign that he's vacated and will hold no further claims against owner. 

Not 100% confident on that last claim, but hope @Evan Polaski and @Travis Watts can fact-check me.Anyways, you obviously can't compete against these titans in a head-on game.

I had not used him in the past.This person also tried to obtain money via a claim of completion on an insurance roofing job.  

So they are on the high end but that make sense if they are claiming that pricing is at par and they are only charging 1%.

yes, because we were getting no where negotiating with each other and she had no money to hire a lawyer or so she claimed.

They will hire a local inspector to do the inspection and then issue you a policy that says if the inspector missed anything, you file a claim for damages with them and they will pay it.